Name: The Revolution Hotel
Price range: CA $88
Rating: 9

Your Winthrop Vacation

There's no better way to escape than with one of our vacation packages to Winthrop. The rich history and coastal scenery are a couple of the countless reasons to visit this captivating city. Fill your free time with tours of Boston Common, Faneuil Hall Marketplace and Copley Place, some of the top attractions you simply have to see during your trip to Winthrop. Check out Expedia's extensive range of travel options and start planning your ideal vacation to Winthrop now.

Top Winthrop Vacation Deals

Price found within the past 48 hours. Click for updated prices.

The Langham, Boston

Downtown Boston

CA $1,224

per person

Apr 3 - Apr 6

found 2 days ago

Roundtrip non-stop flight included

Ottawa (YOW) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 2026

Boston Harbor Hotel

North End

CA $1,557

per person

Apr 3 - Apr 6

found 2 days ago

Roundtrip non-stop flight included

Ottawa (YOW) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

The Charles Hotel

West Cambridge

CA $1,566

per person

Mar 12 - Mar 16

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.4/10 Exceptional! (1,003 reviews)

Room very well appointed and gym was the stand out

Reviewed on Jan 25, 2026

Raffles Boston

Back Bay

CA $2,384

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Everything was great — room was immaculate, hotel was very nice. Would return!

Reviewed on Feb 1, 2026

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Winthrop Hotel Deals

Hilton Boston Park Plaza

50 Park Plaza Boston MA

Fully refundableReserve now, pay when you stay

CA $143

CA $222 total

Feb 22 - Feb 23

includes taxes & fees

8.2/10 Very Good! (3,113 reviews)

The hotel itself is beautiful. The lobby is grand with a vibrant bar, restaurant in the center. The staff is friendly. This was a weekend away for me and my 10 year old daughter and we wanted something luxurious. Since it was so cold outside I knew we were going to be in the room a lot. I know the ...

Reviewed on Feb 6, 2026

Harborside Inn Of Boston

185 State St Boston MA

CA $146

CA $171 total

Feb 16 - Feb 17

includes taxes & fees

9.2/10 Wonderful! (6,199 reviews)

Best price for the location! Always clean and great staff!

Reviewed on Feb 4, 2026

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

CA $88

CA $103 total

Feb 9 - Feb 10

includes taxes & fees

9/10 Wonderful! (2,439 reviews)

Excellent customer service, beautiful room!!

Reviewed on Jan 31, 2026

See all 4,270 properties in Winthrop

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.